Manufacture of vat dyestuffs or initial products of same.



' alkaline hydrosulfite.

tered'and the new product of condensation precipitated by blowing air into the filtrate...

msxnvutr i'ueaiin sclirrm'r; or-nrnfia'niciifennivrsny. gasslsnoa TO THE time or QKALL'E ANDiC OI VlPA NY, AKTIENeEsELLscHAET'. or 'ernnmcu shamans.

No c

To (zZl rze iowzitmay cojw c Be= known that I,

senniii'nr, clieinist. and-a subject bftheI-I ng of Saxony. residing at 18 :Rathausstrasse, Biehrich;on-the Rlune. Germany, h

vented certain new hn'd'useful l'inp rov an nts in the l\lanufaeture of Vat H Initial Products of Same, which the lowing is a specification. In the. German patent specifications 5253091. 253761 and 255642 it has been shown, that the vat dye-stuffs obtained from benzo- I quincne and aromatic'amins can be converted 'into new dye-stuifs..wlncl1 do not dye in the vat, by heating them in the presence of suitable solvents with or without the addition of 1nctal-halogenids, as for instance chlorid of aluminunrand so on.

Now I have found, that new rat dye-stuffs or valuable initial products of same may be obtained by heating the arylaminoor diarylamino derivatives of halogenized benzoq'uinones in'suitable solvents or diluents in the presence of metal-powders, especially copper-powder. "The dye-stuffs obtainable according to the present invention are dis tinguished from the known products according to the above mentioned patent specifications by their. property of d yeing in the vat and dissolving in sulfuric acid with'a red color. Furthermore they do not present any ii uorescence.

chloranilwith anilin (cfr. Reilatcifl, Vol.

Ill, page 343) are heated during perhaps 10 hours in a reflux apparatus in 150 partsof nitrobenzenc with 3 parts of copper-powder and 10 parts ofd'ry acetate of sodium while stirring. After cooling. the mass is filtered and the residue purified by dissolving it in The solution is fil- The dycstufl". is a yellowish brown-powder fsoluble' in nitrobenzene. dichlortolu'ene or similar solvents in the heat and soluble in concentrated sulfuric acidwith a red-colon crystallizes from nitrobenzenein big-needles of a steel-blue tint and may be Sublimated quinones with the addition of a metab without decomposition. .Itdycs wool, in the Specification of-LbttersPateiitQ anil a moleciil .1n nitroben z'eri'e w MAN rAoTUnn on ya'iepy'nsrur'rs on mime-L rnonuc'rs or same.

lialine liydrosuliite (i n ts. .f U Example 2:

3. par ,5,

. in. a powder and mana er so described in Example 1.

iu'in in they nanner The obtained vat y Patntedl l eiw. it); vaaame s ear seamen;

y Y I, E01 vthe"condensetion' product'obtained from I molecule of ehlor of o tolnidijnaretreated e cf ere":

all, f

dye dissolves in conentraixed sulfuric acidhwitli a cherry-red coloration and crystall zes from ni-trobenzene in thin yellowish 'with l-molecule chloranil, are heated for some hours in a stirrinirautoclave at a tem perature of 1804200 U. with 100 parts of shavings of iron lOl) parts of. chalk and 2000 parts of water. The mass of reaction. is then freed of the iron. and chalk by boiling it with I hydrochloric acid, filtered and Well Washed. The dye-stuff. is extracted from the residue by treating: it with a solution of alkaline hydrosulfite. The dye-stuff dissolves in concentrated sulfuric acid with a violetaed color and crvstallizes from nitrobenzene in needles. It dyes wool with yellow tints. If

in this example zinc is employed instead of iron and the mass is heated to 170200 (l, a similar dyestuff is obtained, dyeing wool with a moregreenish-yellow coloration.

I claim:

1. Process of producing vat dye-stuffs or initial products of" same, consi ting: in heat ing arylaiuinn-derivatives of halogenized benzo-quinones with the addition of a metalpowder in the presence of a suitable solvent or diluent.

2. As new products the vat dye-stuffs or initial products obtainable by heating arylamino derivatives of halogeniaed benaoquinones with the addition. of a metal-powder, being yellow to brown powders, showing no fluorescence. soluble in nitrobenzene, in sulfuric acid with a. red color, fanning a and;

with alkaline reducing agents. from which wool is dyed yellow to brown tints.

powder, being yellow to brown powders,

"showing no fluorescence, soluble in nitrobengene, in sulfuric acid with a red color, forming evst with alkaline reducing agents, from which wool is dyed yellow tobrown tints.

- 1. As new products the vet dye-stuffs or initial products obtainable by-heating arylamino-derivatives of chlorobenzoquinones with the addition of a metal-powder, being yellow to brownpowders, showing no fluorescence,- soluble in nitrobenzene, 1n sulfuric acid witha red color, forming a vat with alkaline reducing agents, from which wool'is dyed lysllow tobrown tints.

5. new products the vat d e-stufis or initial products obtainable by eating di chlom-anilidobenzoquinones with the addition of copper-powder, being yellowish brown powders, showing no fluoreaeen soluble in nitrobenzene, in sulfuric acid witha color, forming a vat with alhline reducish brown tints.

6. As 1 new product the vat dye-stuff obtainable by heating 3.6-dichlor-1A-dianilidobenzoquinone with a metal-powder in a suitable solvent or diluent, being a, yellowishbrown lpowder, soluble in nitrobenzene, dichlorto uene or similar solvents in the heat and crystallizing on cooling in the shape of needles of a metallic luster, soluble in con ing agents, from which wool is dyed yellowcentrated sulfuric acid with a red color, giv- 

